Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Santo Domingo | 2019/12/11 13:00 | Mwendwa Mbithi v Yeudy Villar | 7-6,5-7,6-3 |
| ITF - M15 Santo Domingo | 2019/12/03 14:00 | Yeudy Villar v Maksim Tikhomirov | 1-6,4-6 |
| ITF - M15 Santo Domingo | 2019/11/28 15:10 | Ricardo Rodriguez-Pace v Yeudy Villar | 6-1,6-1 |
| ITF - M15 Santo Domingo | 2019/11/27 13:30 | Yeudy Villar v Edoardo Graziani | 6-3,6-4 |
| ITF - M15 Cancun | 2019/11/11 17:00 | Alexander Knight v Yeudy Villar | 7-5,7-5 |
| ITF - M15 Cancun | 2019/11/10 16:30 | Jim Walder v Yeudy Villar | 4-6,4-6 |
| ITF M15 Santa Tecla | 2019/10/02 16:30 | Jose Olivares v Yeudy Villar | 6-1,6-3 |
| ITF M15 Santa Tecla | 2019/10/01 17:00 | Matt McBride v Yeudy Villar | 6-4,2-6,2-6 |
| ITF - M15 Cancun | 2020/01/12 14:00 | Nikolay Sysoev v Joao Victor Ortega | 6-1,6-0 |
| ITF - M25 Naples | 2019/10/27 14:00 | Mehdi Laalej v Nikolay Sysoev | 6-2,6-1 |
| ITF - M15 Cancun | 2019/08/26 15:30 | Nikolay Sysoev v Logan Smith | 1-6,2-6 |
| ITF - M15 Cancun | 2019/08/19 14:30 | Miles Jones v Nikolay Sysoev | 6-0,6-1 |
| ITF - M15 Cancun | 2019/08/14 15:35 | Nicholas Shamma v Nikolay Sysoev | 6-1,6-0 |
| ITF - M15 Cancun | 2019/08/12 17:00 | Kalman Boyd v Nikolay Sysoev | 6-1,6-1 |
| ITF - M15 Cancun | 2019/07/08 17:30 | Nicholas Reyes v Nikolay Sysoev | 6-0,6-3 |
| ITF - M15 Cancun | 2019/07/01 13:30 | Aron Pierce v Nikolay Sysoev | 6-1,6-1 |